Proctors Theater Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

$419

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.

The Equinox Golf Resort & Spa

$1,106

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Albany (ALB)

Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

Wilburton Inn

$1,298

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Albany (ALB)

Stay at this 3.5-star golf hotel in Manchester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Museum of Creative Process and Hildene are located nearby.

The Landing Hotel at Rivers Casino & Resort

$658

per person

Dec 24 - Dec 28

just found

Roundtrip flight included

Fort Lauderdale (FLL) to Albany (ALB)

Stay at this 4-star business-friendly hotel in Schenectady. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Scene One Movieland are located nearby.

Prospect Berkshires

Save 100% on your flight

$787

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Stay at this 3-star hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area are located nearby.

Gedney Farm

$584

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Stay at this 3.5-star hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library are located nearby.

Vacation Village in the Berkshires

Save 100% on your flight

$776

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.

The Cornell Inn, Lenox & The Berkshires

Save 100% on your flight

$736

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Stay at this 3.5-star B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Tanglewood Music Center and The Bookstore are located nearby.

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

$550

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

Save 100% on your flight

$1,140

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Stay at this 3-star business-friendly cottage in Ghent. Enjoy free parking, in-room washers/dryers, and in-room fireplaces. Popular attractions High Falls Trail and Hudson Chatham Winery are located nearby.

Wilder House Berkshires

$614

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Stay at this B&B in Sheffield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary are located nearby.

Berkshire Mountain Lodge

$484

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

3-4 Night Vacations in Proctors Theater

Price found within the past 48 hours. Click for updated prices.

Gedney Farm

$584

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Pocketbook Hotel and Bath

$652

per person

Dec 30 - Jan 2

just found

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Prospect Berkshires

Save 100% on your flight

$787

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

Vacation Village in the Berkshires

Save 100% on your flight

$776

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Albany (ALB)

5-7 Night Vacations in Proctors Theater

Price found within the past 48 hours. Click for updated prices.